Hydroxyamine hydrochloride → 1-Acetyl-1-(3,4-dichlorophenyl)cyclobutane oxime

HRID 1194456Notes

Reaction equation

HRID 1194456 reaction equation
[C:1]([C:4]1([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([Cl:15])[CH:9]=2)[CH2:7][CH2:6][CH2:5]1)(=O)[CH3:2].Cl.[NH2:17][OH:18].O.O.O.C([O-])(=O)C.[Na+]>O>[C:1](=[N:17][OH:18])([C:4]1([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([Cl:15])[CH:9]=2)[CH2:7][CH2:6][CH2:5]1)[CH3:2]

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 130831391-Acetyl-1-(3,4-dichlorophenyl)cyclobutaneHCID 23665404Sodium Acetate Trihydrate

Product 1

HCID 860311131-Acetyl-1-(3,4-dichlorophenyl)cyclobutane oxime

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 1-acetyl-1-(3,4-dichlorophenyl)cyclobutane (4.86 g) prepared as described in Example 1, hydroxylamine hydrochloride (1.6 g), sodium acetate trihydrate (3.3 g), industrial methylated spirit (15 ml) and water (2 ml) was heated under reflux for twenty hours. The cooled reaction mixture was poured into water and the oil which separated was cooled to give a solid which was recrystallised from industrial methylated spirit to give 1-acetyl-1-(3,4-dichlorophenyl)cyclobutane oxime (m.p. 120°-121° C.).

Workup

  1. customprepared
  2. temperaturewas heated
  3. temperatureunder reflux for twenty hours
  4. customThe cooled reaction mixture
  5. customthe oil which separated
  6. temperaturewas cooled
  7. customto give a solid which
  8. customwas recrystallised from industrial methylated spirit

Sources & evidence

ORD record
ord-8d2c12e0064a4f08b68934d404ba6caf
Source dataset
uspto-grants-1989_03
Patent number
US04814352

Reaction notes

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